For the longest time I would only top. Then one day my Bi male fuck buddy brought his wife and her well hung boy friend to one of our hotel meets. Her BF was very gentle then once he was inside me he slowly picked up the pace. Soon he was pounding me like a madman. It seemed like an hour but it was more like 15 mins. When he finally came in my ass I saw stars. There's nothing like a real cock filling you with hot cum. This was the one and only time I came from being fucked anally. I've had several cocks since. But nothing compare to the one that popped my cherry. I remember on the drive home I still had his cum seeping out my ass.

As it turned out several weeks later I received an email from the boy friend (Eric). He said he wanted to see me for an evening of fun. We planed a evening two weeks off. The day before Eric emailed me asking if he could bring a friend. He said his friend was a well hung bi-curious black stud. Eric assured me that I could say no to anything I choose not to do.

The night finally arrived. Eric had reserved a room at a nearby high end hotel. I picked up the room key at the front desk along with a note from Eric saying get dressed they would be up to the room in an hour. My heart was racing as you can imagine.

I brought my favorite little black dress, black stripper heels, fishnets with a leather garter belt. & leather bra. The fishnets felt so good against my freshly shaved legs. I'm not at all passable so I skip the makeup and wig. almost on que the boys came in. Eric hugged me an kissed me deeply taking me by surprise. I have never kissed a man like that before. His friend name was Stephan very hansom. We talked for a bit to help calm our anticipation. I finally said come on boys I'm here for your cocks.

Eric was out of his cloths in a flash. Stephan seemed a little uneasy but with a little persuading from Eric he removed his cloths. To break the ice with my new friend I went right for his cock worked my magic soon he was at full attention. 8" and very thick. I had a hard time getting much of him in my mouth but he didn't complain. Eric then asked me what my limits were. I said I wanted to stay dressed as I was throughout the evening and they could cum anywhere they wanted to. Also I never been throat fucked and I'm not sure I want to be. No photographs


Eric led me to the bed. I laid back he grabbed my ankles and pushed my legs against my chest. My sexy stripper heels inches from my head. I thought of the many porn movies I watched where the women were in my position. I'm such a slut. Eric motioned Stephan to hold my legs. Eric took hold of my cock and began to stroked it. Seconds later it was in his mouth. He brought me right to the edge and stopped. I begged him to continue,"your time will come my slut" he replied.

Eric moved his hand under me and along the crack of my ass to find my heart shaped but plug. "My my sweetie I love your sexy plug. But I have better plug for you" He gently removed my plug and replaced it with his finger.

"Oh my I've been thinking of this all week baby" I said

"Stephan and I will try not to disappoint you"

Stephan released my legs and laid along side me. He kissed me deeply as he stroked his cock.

"Are you ready for me?" Stephan asked.

"Be gentle baby you are soooo thick" I begged.

"Don't worry gurl I'm going to take you to heaven and back" he promised.

With that he spread my legs and began rubbing his tool at my hole. Well lubed and dilated from having my plug in all day I was more ready than I had expected. As he pushed forward I found myself pushing back. Soon I was filled to the hilt. He started with short thrusts followed by long slow mind blowing thrusts. Bi-curious my ass this guy knew how to fuck a sissy whore. He slowed down and leaned forward our lips met for a long sexy kiss. He broke our kiss and whispered in my ear "When I fill your ass with my cum you will be mine"

"Fuck me baby make me your cum slut. Fill my pussy with your you man juice" I screamed.

He picked up the pace my hips meeting every thrust. My cock starting to drip precum. I knew he wouldn't last much longer.

Then he stopped with his manhood buried in my ass and started filling me with his seed. Seconds later I blew my load all over my dress. He pulled out and a river of cum flowed from me. He slid next to me and whispered "I have to go slut, lets do this again soon"

"Heaven and back and then some baby, where are we going next time "I asked

"Well Well that was quite a show my little whore" Eric said clapping his hands. " And the nights not over yet!" he smiled.

I smiled back. "but I need a break"

Eric walked over to me grabbed my plug and slid it back into place "We cant have you leaking out"

In the after glow of Stephan's hard fucking I dosed off for a few minutes. I awoke to find we were joined by three young men and a young women. Obviously members of the hotel staff.

"Hello there sl**py head" Eric said "These young people would like to use you for a bit. I told them of your insatiable hunger for cock."

Although I wasn't sure I could handle all of them I smiled and said "bring it on. Its a big bed!"

I slid to the middle of the bed. The young men climbed on. One on either side of my head offering me their cocks. The third was between my legs looking for access to my hole. Soon I felt the plug being pulled from me. The young stud replaced it with his ample rod.

"Come on you dirty whore show those boy how well you can suck cock" the young woman demanded as she took hold of my clit.

I turned to one of the men and began working my magic on his meat as I stroked his friends.

The next half hour was a blur. My love hole was well fucked by each of them. The girl sat on my face demanding for me to get her off. I did my best. She had two orgasms so intense that I had no choice but to swallow her copious amount of juice.

Each man left after filling me with his load.

My plug was then pushed back in my hole. "Waste not want not" Eric chuckled.

The young woman's name was Chris. She had an ample chest and a shaved pussy with a landing strip. I held her close as she rubbed my cock. Soon she leaned over and took it in her mouth. She was quite talented to say the least. I didn't last long. She sucked every drop then returned it to me with a long passionate kiss.

"Well I believe it;s my turn" Eric said.

He told Chris to sit on the couch with her legs spread wide. He directed me to kneel in front of her. She immediately grabbed the back of my head forcing me to her hairless pussy. and for the last time of the night I felt the heart shaped plug being pulled from my well used ass.

Eric took aim and in one steady thrust bottomed himself in me. He was not as gentle as he was several weeks ago. He pounded away at me calling me every degrading name he could think of. (whore, sissy, cum dump, slut) When he finally released his load I didn't think he would ever stop cumming. Spurt after spurt of hot cum filed my ass.

Before we were finished Eric directed Chris to lay face up on the bed. A huge grin came across her face as she licked her lips.

"Vicki there is only one cum whore here tonight and it's not you. Please sit on Chris's face and let her lick every drop of cum from your ass"

I did as I was told. I must say It was a labor of love for Chris. Such an intimate sexy feeling being rimed just after pulling a train. I came again before she finished.

Before Eric left he explained to me that I had just passed an initiation. He uses the position as manager of the hotel to put these type of parties together. He had me there tonight to test my limits. "All the people here tonight work in the club and reap the monetary rewards. We set up clients with sexual situations. Gang bangs, fun meetings with Trans and Crossdressers, Bondage parties, etc"

"I will send you a list of emails of all the people that participated tonight. Email them ask questions we would love to have you join us. No need for you to rush home. The Room and Chris are yours until morning. Enjoy if you have any strength left" he laughed.

After Eric left Chris told me that she had been a member for a year. Her initiation was being tied up and used by 8 or so men. This was the first initiation she took part in. She has a thing for TGs and CDs and Eric knew it.

"Let's take a shower then we can order room service" she said

That's when I realized that I ached all over not just my well fucked hole. She helped me to the shower.

We had a nice meal and conversation. Plans were made to go cloths shopping the following week.

I can't wait to see what my first party will be!

 

Such a HOT story

 

Thank you, Based on a true experience.

 

What a great story! So hard reading it. HOT!!!

 

Part 2:

A week later Chris and I met to go cloths shopping. We met at a coffee shop in a town a hour drive from me. She greeted me with a warm hug followed by a deep kiss. Our obvious age difference drew some judgmental stares from a lot of the other patrons. Chris sensed the fact that I was uncomfortable. She whispered in my ear "If only they knew all of the cum I licked from your ass".
We grabbed two coffees to go and headed out.
"So Eric said I needed to get something kinky to wear the kinkier the better" she announced.
A chill ran down my spine thinking about my present situation. Here I was a closet cross dresser. Walking down the street hand in hand with a young lady that looked young enough to be my daughter.
"So define kinky wear" I asked
"I'm thinking a leather corset mini dress." She responded.
"Sounds expensive I am on a budget"
"Eric is covering this shopping spree" she smiled. "He must have big plans for us" she added as she grabbed my ass.
We walked several blocks when we came to a alley Chris turned to me and said "Once we enter this alley there is no turning back. You will be submitting to complete feminization for at least the day maybe longer."
I Nodded and said "lets go"
With that Chris grabbed my neck and kissed my deeply.
We turned down the small alleyway that opened up to a large courtyard. The courtyard was a beautiful park like area with lots of vegetation and trees. In the center was a meeting area with tables and benches lining the perimeter. Chris led me by the hand to a path that led to a boutique. "Nine tales leather and restraints" the sign above the door read. A cow bell rang as Chris pulled the door open.
"Christine sweetheart we have been expecting you" The clerk said as he came from the back of the store" This must be Vicki, pleased to meet you!"
I smiled and said " the pleasure is all mine. I feel like Alice in Wonderland".
"My name is Peter. Shall we get stated?"
Peter directed us to a back room with a large sunken tub. "Strip and hop in Samantha will be in to Shave both of you." The water was was a bit cold but bearable.
"Well Well" Samantha said as she walked into the room. "Good morning Christine." She walked over to Chris and gave her a long passionate kiss. "mmm I miss you sweetheart you never come around to play anymore." Chris blushed and said "I'm sorry mistress"
Samantha turned to me "you will address me as mistress. You will not make eye contact with anyone here and you will stop staring at my body. Are we clear??"
"Yes, mistress"
"One of my slaves will be in to shave you Vicki."
Moments later a well endowed man entered the room. He went right to his task of removing all of my body hair. I enjoyed the view of his marvelous cock for the hour or so it took to shave me. "I will see you later" he said to me with a wink.
I rinsed off in the tub and dried myself off. I felt so smooth and sexy as I caressed my newly shaven body.
Samantha entered the room holding a cock cage. "This is your chastity device. I expect you to wear it with pride. We have no use for that little clitty of yours any longer"
She handed the device to Chris. She put it on me. It was tight and uncomfortable at first but I soon got use to it being there.
Next came a slave collar that said "Cum Slut". Chris whispered in my ear "Now we are two of a kind".
Samanth looked me over and said "Now that you are both clean on the outside lets clean your insides". Chris took me by the hand to a room that was set up for just that purpose. She filled an enema bag with warm water. I leaned over a bench and she inserted the nozzle. The water felt so good filling me at first. Then as I reached my limit of liquid I began to cramp. Chris stopped the flow and told me to hold it in as long as possible. It felt good once I finally released.
Chris lubed her left hand and began figuring my love hole. "You need to be prepped for your coming out ceremony"
"Ceremony?" I questioned.
She worked her fingers deep inside me with experienced precision. Luckily Chris's hands are small because with little effort she had her hand and most of her forearm inside me.
"I should stop if Mistress catches us like this there will be hell to pay. We'll continue later"
She gentility removed her hand and pushed a lard plug in it's place.
"Let's go get dressed!" Chris said
We moved to another room. Laid out were cloths for both Christine and myself. Matching black leather mini dresses, Garter Belts, Stockings and spike heels. Samantha's slaves were there to dress us. My "clitty" ached with excitement as they dressed me in my first leather dress.
This was the dress of my dreams. The skirt was flared ending above the bottom of my ass cheeks. My large plug and cage were prominently on display. My clitty was now dripping with excitement.

 

Last stop was makeup. I always dreamed of being a passable red head.
Chris said "I will show you how to do this another time. Today we'll make you passable! This is Annie she is going to help me with you makeup."
I found out later that Annie was transgender. She had a beautiful smile and face and a voluptuous body. She didn't say much but went right to work.
My back was to the mirror as they worked they're magic. When they finished and turned me to face the mirror I was speechless. In my wildest dreams I never would have expected such a transformation. In the mirror was a beautiful fem. Red lipstick and dark eye lines that said fuck me.
We walked to the front of the boutique. There to my surprise was Eric. Eric had the hold of a leash attached to the collar on a sexy lady wearing a mask. The collar said "Eric's Slut" on it.
Something about her body was familiar and as Chris and the lady were in the middle of a deep passionate kiss I realized it was my wife (Joan).
"Joan what are you doing here?" I asked and pointed to her collar "Eric's slut?"
"I've been initiated also sweetheart" She said. "I've known for some time you love sucking cock. We set you up to see if you would bottom for the boy's. I can't wait to see you in action!"
Mistress Samantha stepped in front of me and attached a leash to my collar. "Are you ready to put on a show sluts?" Looking at Chris, Joan & myself.
We were walked out into the courtyard. A cool breeze blew up my skirt reminding how exposed I was. I looked over at Joan realizing that we were wearing the same dress. She smiled at me.
A groupe of 30+ people were waiting for the days event. As I walked into the daylight I cautiously looked at some of there faces. I was shocked to see some familior faces. My wife's boss , Jack one of my best clients was in a latex dress, Diana my secritary dressed as a french maid handing out drinks. The wind was blowing her skirt up revealing a metal chastity belt. Diana's husband Jeff was keeping a watchful eye on her. His hand was under the skirt of my office manager.
There were two bondage horses in the middle of the meeting area. Joan and myself were led to them. The horse conssited of a padded top with a padded rail on each side to kneel on.
Mistress Samantha grabbed my leash and pulled me onto the horse. My collar was attached so all I could do is stare at the ground. A thick leather strap was secured around the small of my back. It felt like my thighs and calfs we secured the same way. I was totally immobilized.
When they moved to my wife she began to protest. "No please, I don't want to be bound to that. I'm just here to get even with my husband. The fucking fairy never takes care of me anymore. I had to be a slut and go to Eric and my boss to get laid.
Suddenly there was a crack of a paddle and then silence.
"Listen you little whore button your hole. Get on that horse now!" Samantha said "Every cock here is going to feel at least one of your holes this afternoon. Besides you didn't complain when you took on 40 men two weeks ago. Is your pussy still sore slut we can have them use your virgin asshole if you want"
Joan began to sob as they secured her.
Eric began to speak "Ladies and gentlemen we are here today to bring Vicki and Joan into our community. I have known Vicki for several months. She is willing to give herself sexually. Her greatest joy is giving for your pleasure."
"Joan on the other hand is a selfish little cunt that needs to learn that with giving comes a greater pleasure."
"Christine is coming around with a bowl filled with numbers. The high number gets Vicki first the low one gets Joan first. Please respect Vicki's wishes if she needs a break. Joan will not require a break."
"As always our resident cum lovers Christine and Diana are ready to give you head."
"Master Eric whats the cock count?" I asked.
"Twenty Eight of all different sizes" he responded
"Are you ready Joan?" I called out.
"No don't let them" like I was in a position to stop anyone.
I could sense a line forming behind me.
Christine rubbed my back, leaned down and kissed me. "Have fun I love you."
I felt the plug being removed from my ass. Followed by what felt like a large amount of lube.
"Is Vicki ready" someone called out.
"I would say so she had my hand and half my forearm in her an hour ago" Chris said with a giggle.
After a moment I felt hands on my back and a cock rubbing my crack. "we'll start out slowly" a voice came from behind.
I heard my wife moaning as the cock in my ass inched it's way forward. This cock was thin and long the perfect starter size I thought to myself. Soon I was being pounded with long fast strokes. I knew he wouldn't last long. Suddenly he stopped burried to the hilt in my pussy and began to spray his hot load inside me. My body started to shake. The stranger leaned forward kissed my ear and said thank you. He pulled out with a jerk. Who's next I called out.
Someone smacked my ass. "My turn sweetie" the voice sounded like my wife's boss. "I fucked Joan's ass for the first time last week. let's see how yours is. She has become the office whore Vicki. Maybe you can join us one evening." He lined his manhood up to my waiting hole and pushed his way into me. Not as gentle as the first guy. His cock felt shorter but very thick. "Get ready for a hot load baby" The boss didn't last long soon he was filling me with his juice.
The next four or five gentlemen made fast work of my ass. I was starting to get full of cum. When the last one pulled out I could feel their cum running down my leg. I felt Chris running her tongh up my leg to save every drop.
"How's Joan doing" I asked Chris.
"She passed out 20 minutes ago. They unst****d her and were double teaming her right from the start. At one point she had two big dicks in her pussy. You have four well hung guys waiting for you. Are you ready?"
"How Big"
"ten inches and thick all of them."
"mmm Lets go then"
"hi there Vicki my friend Stephan says you are on hot piece of ass. Can I fill you up please?" a deep voice came from behind.
"Please go easy then fuck me like the slut you think I'm"
He worked his monster into me slowly until he bottomed out. He grabbed my hips and pulled all the way out and slammed right back into me. Over and over he slammed his cock home. When he finally released I saw stars and blacked out.
When I came to there was a fresh dick working it's way into my ass. Chris was rubbing my back and kissing me. I don't remember the last hour or so of my "ceremony" Eric told me I had 15 cocks total 3 of them twice.
Chris put the plug back in my ass as the restraints were removed. "waste not want not.
They helped me into a chair and handed me a large glass of Jack & Coke. My wife was still in a daze but with a smile on her face.
Eric pointed to Joan and said "you know she doesn't want to loose you no matter what gender you are. She has know for over a year about your fuck buddies and your dressing. Talk to her she's open to a whole new lifestyle."
The shadows were getting long in the courtyard. Most of the men had left except for the couples.
Chris sat next to me and cuddled we have a connection of sorts. Joan now finaly lucid sat on the other side of me. She kissed me as she sat down.
"We can keep this together. I love you no matter what. When you are ready I need to let you know what a slut I've been and how this all came to be." Joan said.
Eric and Samantha walked over and sat down. "Vicki I'm amazed how much cock you can handle" She said. "You are welcome here anytime."
"Mistress If I was on my back I would have taken on more men I find it more comfortable and more erotic" I explained.
Eric said "my limo is across the street, I reserved a suite at the hotel for us. let's go. "
"I'm not sure we can walk through the lobby looking like this" I said.
"We'll go in the back way." Chris said, "Hurry I have to lick all that cum you and Joan have saved for me sweetheart"
We all crossed the street and got in Eric's limo. No doubt the people close by got quite a show.
As soon as we reached the suite Christine was begging me to let her clean my hole. Such a sexy girl.

More stories to cum I'm sure
XXXOOOXXX
Vicki

 

The weeks that followed our "Initiation" were filled with great sex for Joan and I. She has shown me her very submissive side. Something I have tried to pull out of her for years. She loves being tied up and fucked until she begs for me to stop. Once a week she stays late at work for a "moral" building party. Joan's boss tells me she's quite the star although the other girls have become jelious and have been crashing the parties.
Chris has joined in on several sex sessions One afternoon Chris acted as the dom. I was dressed in my black leather mini skirt, lace bra and a sheer blouse. Stockings and stilettos of course. Chris has helped my with my make-up and I'm starting to get the hang of it. I love being a sexy passable red head.
Joan was wearing a open breast corset with black crotch-less leggings. I gave her a gold collar with a tag that reads "community SLUT". She is never to take it off even at work. She bought me one also but I only wear it when I'm in sissy slut Vicki mode.
I enjoy the process of prepping for a session. Although I enjoy being shaved clean, The clean out process gets my juices flowing. First Joan fills me up the warm liquid filling makes my cock stand at attention. Once I empty myself Joan inserts my favorite plug. Then I fill Joan followed by 10 swats of a paddle as she holds it in. If she's been a good slut I don't make her hold it in too long.
Just as we were finishing Chris walked in. She was wearing the shortest mini skirt possible fishnets heels, a tiny little thong and a tight halter top with no bra. She looked good enough to eat. Our neighbors got an eyeful for sure. I asked her if she could change after she arrived next time so the neighbors wouldn't see her dressed that way.
She responded by grabbing my cock and whispering in my ear "Just wait until I show you off to them in a couple weeks."
Chris seated herself at the couch. "Can you get me something cold to dring Joan".
I knelt on the floor close to mistress Christine.
"Yes Mistress as you wish."
Joan entered the room with a glass of Leamon-aid for her mistress. Chris had Joan turn with her back to her. "Spread your legs"she demanded. Chris started to finger Joan's pussy. "Your pussy is so loose slut. How many cocks have you had this week?"
Joan mumbled something. "Excuse me you little cock whore? " Chris responded.
"Fifteen Mistress" she finally blurted out.
"Any of those men tell you what a filthy whore you are?"
"Yes Mistress"
Chris continued to work her fingers into Joan's cunt. I watched as Chris tucked her thumb inside her fingers and pushed. Joan's heels were coming off the floor to slow Chris's push.
"Relax my dear, you will be accepting my hand no matter what."
Joan let her heels touch the floor as Chris's hand advanced with a jerk. Followed with a moan of satisfaction from Joan.
"Now fuck it like you life depends on it."
Slowly Joan started react to Chris's thrusts. Within a minute they were pistoning at a feverous pace. I watched as Joan's eye roll back in her head. We eased her onto the coffee table. Chris slowly removed her hand from her sub's spent hole. Before Joan came to Chris bound her arms and legs to the table.
"Have a seat Vicki" Chris instructed me. Chris sat next to me rubbing my thighs. "How did you like watching you wife being fisted?"
"Very hot mistress. It's amazing what Joan has let herself become. When we were first married she never gave me head. I would buy all sorts of kinky things to wear. But she rarely did. Anal sex or a three sum were never a possibility. Now fisting not sure that there's anything left."
Chris started stroking my cock and kissing me. "Do you think it bothers her that we have become close?"
"I'm not sure" I answered "Our sex life Has gone into warp drive. We went from zero times a week to 5 or 6 times plus our other activities on the outside".
Joan was now awake. Chris said " just in time to watch us fuck! How's your pussy slut ready for more". Joan shook her head.
Chris turned to face me. She grabed my cock and guided herself on me. We had a good rhythm going. Then we switched places. I got on top if her and started to fuck her hard. I'm thinking all the time. Here I am this sexy red head CD fucking this girl half my age. Like it's the last time I'll fuck. What a sight to see I'm sure. Finally I pulled out and sprayed Joan's face with cum.
"I'm so wet I need more. Vicki untie Joan I want her to fist me" Chris announced.
Joan knelt in front of Chris and worked her fingers into her waiting pussy. Chris was pushing back hard against Joans hand. Chis patted the couch next to her motioning me to sit. She then handed me some lube. I looked at Chris puzzled. "Joan has another hand sweetheart"
I lubed Joans free hand. Her fingers danced around my love hole. Felt so good then she started working her hand into me on finger at a time. She worked just slow enough that I was comfortable being stretched. I felt her tuck her thumb in and push for the gold. My ass was clinched around her wrist. Chris was giving Joan directions to my "g" spot. She was a fast learner. My cock was rock hard by this time. Chris told her how tom make me cum with out touching my cock. But first Joan wanted to see just how much of her arm I could take. I had her stop advancing when her forearm was 2/3's inside me.
Next to me Chris is on the verge of a huge orgasm. When she finaly let go she was spraying her love juice everywhere.
She backed out and began slowly pistoning her fist inside me. My clit began to drip precum. She slowed down and started to give the "trigers" in me some attention. The cum oozed from my cock. Soon I was spent. I couldn't even talk. I grabbed Joan's wrist and slowly removed her arm from me.
The three of us laid together for a while spent from our session. I suggested we all move to the bedroom. As the morning light woke me in the morning I could feel my two girls trying to awaken my cock.
"What are we going to do today?" I asked them, "Let's enjoy the day".
They both responded ay the exact same time "we're taking Vicki shopping!"

Please comment! More of my coming out story om the way soon!

Vicki A
OOOXXXOOO

 

That's sounds amazing! I wish my wife would take a lover and feminize me soo bad!!!!!

 

I love your thread dear .. waiting for the next part

 

Vicki goes shopping with the girls

Joan and Chris pulled me out of bed and lead me straight to the shower. We shaved our legs and private areas. They let me know that I would be plugged and caged for the day. The thought made me hard in an instant. Chris got on her knees and took my cock in her mouth.
"We'll never get your cage on if you stay this hard." Joan said as she slapped my ass.
Chris got down to business and I soon filed her mouth with a load of cum. She stood and kissed me deeply feeding me my fresh seed. Then Chris proceeded to lock my cock cage and insert my favorite plug.
"If you you keep letting us fist you we'll have to get you a bigger plug" She giggled.
Joan picked out my cloths for the day. A black pleated skirt that was long enough to allow me to go without panties and hide the tops of my stockings. A lacy black bra and a shear red blouse that left little hidden. Chris helped me with my makeup and wig. God I looked hot and passable my cock strained against it's cage.
Joan and Chris both decided to wear tight jeans and even tighter crop tops no bra.
Just as I was ready to venture outside Chris put a stainless slave colar on me. "Today you are mine you will obey" she imformed me.
I took a deep breath and pushed the front door open and headed for the car. My next door neighbor was working on his garden eyed me as I waited for Joan to unlock my car door. I don't think he had a clue it was me so I winked at him. He quickly turned away embarrassed that he was caught looking.
"I don't think he had a clue it was you" Joan said as we pulled out of the driveway.
We drove to a mall an hour or so away. Far enough away that Joan and I wouldn't run into someone we knew. I know I'm passable but having Joan with me might be a giveaway.
"The word of the day is mini skirts and little black dresses" Chris proclaimed.
We parked the car and headed into the mall. Our stiletto heels all clicked in unison as we walked. "Here's the plan each of us will buy one outfit of our choosing for each of us" I said.
"Your leaving yourself open for trouble you know that" Chris said " I'm going to find the slutiest dress for you!"
I smiled and said "I'm counting on that"
I wanted to get a business suit. After all most of my employees know I crossdress why not show off on ocasion. Joan also bought a suit with a much shorter mini skirt.
We continued to walk the mall until we came upon a cloths store that had mostly goth and steampunk cloths. Chris grabbed my hand and dragged me inside. She grabbed a black corset and red micro mini skirt and told me to try them on. I went to the dressing room and changed. My cock and plug were fully exposed under the skirt. Joan handed me a pair of leather panties.
"You better put these we don't want to get thrown out of the mall"
When I stepped out of the dressing room every eye in the place was on me. "Wow that fulfills the slut outfit" Chris said with a smile.
One of the salesmen was watching me. Our eyes met. I asked him what they had in thigh length boots. He told me to take a seat he would bring some out for me to try on. He brought out three pairs. He pulled off my heels and helped me into one of his recommendations. The boots came up to my crotch and had four inch spike heels. As he was lacing the first pair I made no attempt to hide my secret. He looked at my crotch and smiled. "Alot trans people shop here " he said. I felt so naughty in those boots as I walked around the store.
"I'll take them"
Chris whispered something in his ear. I knew she was up to no good. "You will take him in the dressing room and blow him" Chris said.
I grabbed his hand he walked me into the back room. "It's better back here no one will bother us. Your friend tells me you give great head." My hand reached down to feel his hard cock through his pants. He unzipped his pants while pushing onto my knees. "Show me that you are the slut she claims you are." In seconds I had my mouth working on his cock. He didn't last long but he came like a fire-hose. Chris peeked in on us just as we were finished. I kissed her deeply feeding her the salesman's seed.
At Joans direction I changed back to my original skirt and left the corset on with the red blouse over it. I checked myself out in the mirror as I walked to check out. My cock strained to be released from it's cage seeing myself. I love looking like a sexy female.
I paid the salesman for boots and cloths. "My name is Alan" he said I'm very bi and I love making it with girls like you." He gave me his card with his cell number on it . "I would love to have a piece of your tight ass sometime".
"You never know sweetie I may be back" I teased.
We left the store with our heels clicking.
"Lets check out some lingerie" Joan suggested. "Someone keeps taking my bras and panties at our office get together s. I guess that's just the down side of being the office slut."
"lets go because I'm seeing Vicki in a hot pink bra and panty set" Chris said.
We turned the corner to find a lingerie store. We all went our separate ways in the store. A tall leggy blond saleswoman ask me if she could help me. I told her I was looking for a bra and panty set. "I see" she said "Style and color?" "Pink lace" I replied. "Step in to room 2 I'll be right in with some samples and to measure you".
I stepped into room 2 thinking what have I got myself into. She came into the room with an arm full of lacey under things. "Take your blouse off so I can measure your chest" She said. Watching me hesitate the woman walked over to me leaned close put her hand on my restrain cock and told me Chris and her wear old friends.
"She didn't tell me how beautiful you were." She turned and latched the door. Removed her skirt revealing a nice sized cock. "Chris said you would know what to do"
I was on my knees again working my magic on her wonderful cock. She told me her name was Jillian and that Chris was helping her to transition. Her cock was perfect for sucking long and not so thick. We got a rythem going her cock hit the back of my throat repeatedly. This was a new sensation for me. She filled my mouth with cum after a few minutes. "Make sure you save a taste for Christine, you know how she loves cum. You're a natural honey. I put together some lacy things for you. Thanks for brightening my day"
"Thank you Jillian" I said as I left the room to gather my friends
Chris ran to me and kissed me. She could taste Jillian's cum. "That's two!" she declared.
"I didn't know we were keeping track of how many cocks I sucked today" I asked.
Both Joan and Chris looked at me and giggled. "We better fix your makeup Vicki It looks like you have sucked a bunch of cocks." Joan advise.
"It's getting late." Chris said "let's head back".
"Ok but we have to stop by my office to pick up some things" Joan declared.
Somehow I didnt think I was done sucking cocks today.
We pulled into the parking lot where Joan works. Being Saturday the lot was empty except for a handful of cars. "Come on baby lets see if we can have some fun on the board room table. I've been bent over it a few times." Joan said.
We walked through the large glass doors into the lobby. The echo of our heels clicking against the ceramic tile floors was quite erotic. Joan reach over and squeezed my caged cock as we stepped on the elevator. Chris and Joan made out as we rose to the 4th floor. As we stepped off the elevator we heard the sound of voices an some moans of passion. Following the voices led us to the board room.
The room smelled of sex. As we turned to enter we relized why. Joan's boss Jack was lying on the table with a young blond riding his cock like a cowgirl. There was a redhead sitting on his face. James one of Jack's partners was tyied to a chair watching intently with a raging hardon.
Chris elbowd me in the side and told me to to suck James's cock. I did'nt need to be asked twice. James had a perfect cock, long but not too thick. Perfect size for my sissy ass. I hoped he could fuck me later. I got one my knees and went to work. I went slow as I could tell he was more than ready to cum. He began to thrust his hips forcing more of his cock into me. suddenly he sprayed the back of my throat with his seed. some of his cum ozzed past my lips. Chris knelt beside me and lapt up the cum I couldnt contain. Then she told me to kiss James deeply. James ressited at first but soon relized he had no choice. When we broke our embrace he complemented me on my oral skills.
Chris told me to show James my clity. I put one foot on the arm of his chair and raised my skirt taking him by surprise. My cock inches from his mouth Chris demanded the he kiss it. He kissed my caged cock and licked the precum from the tip. A chill ran up my spine as my cock twitched straining to be free.
Chris noticed my situation and unlocked my cock still inched from James. I sat on the table infront of James with my cock at full mast. Chris pushed James's chair right up to the table. She grabed the back of his neck and forced him to take my cock. It was safe to say this was not his first time sucking cock. His tongh swirled around the tip of my cock. Soon He had me in the edge of cumming. I pulled out and pumped squirt after squirt onto his face.
It seems that James walked in on his wife (Karen the blond) and Jack bumping ugly on the table. James being out numbered they had no problem restraining him.
When I turned my attention to the rest of the room I saw Joan had taken Karen's place riding Jack. Chris had her face buried in Karen's pussy. The redhead (Stephanie) took my hand and led my to an office with floor to ceiling windows that overlooked the parking lot.
She stood in front of the window with her back to me and removed her bra and panties. Turning around she revealed that she had something extra like me. "Fuck me" was all she said as she laid on the floor legs spread wide. I fingered her love hole apparently slick with Jack's cum. I pushed her knees to he chest and entered her with one even thrust. She squealed as I ramped up the pace. I lasted about ten minutes and finally filled her with my cum. I slowly pulled out and laid next to her. We both fell asleep when we awoke it was dark outside. We got up to rejoin the party but everyone was gone. Stephanie got dressed and we went downstairs to fined all of the cars in the lot were gone.
When we realized we were left behind I checked my phone. There was a text from Chris telling me I needed to find a ride home. That's when I found they had taken my wallet and keys from my purse. Stephanie called a cab knowing we had no way to pay. I was hoping I could get in my house to get some cash when I got there.
The cab arrived twenty minutes later. The driver was a hunk. He told us his name was Ryan. We explained our situation to him. He eyed us from head to toe. He seemed to be infatuated with Stephanie. Well girls it's slow tonite so I'll take you home.
Stephanie teased the driver all the way home. She made sure he knew she wanted him and that she had something extra. It didn't seem to phase him at all. I told her that I think Chris and Joan would be doing the compensating for the unpaid fare.
When we arrived at my house I had Ryan come in so I could pay him. We walked into the house to find Joan and Chris sitting on the couch with huge grins on their faces. I directed Ryan to have a seat between the two of them on the couch. I informed the two of them that they needed to pay my cab fare. Stephanie chimed in saying she would take care of Ryan if they didn't.
Joan grabbed Ryan's hand and led him to the spare bedroom. She looked over her shoulder and said "are you coming Chris?"
Stephanie and I headed to our bedroom hand in hand. We took a shower together and headed to bed. Before we fell asleep I told Stephanie she had to come shopping with us next time.

Thanks for reading
Vicki
XXXOOOXXX

 

That would be a great way to live

 

Nice

 

I agree that would be great way to live!!!!!

 

Very good!

 

Write more soon it's so hot

 

Loving it.

 

Well id play with them both now

 

Just do it

 

I will read. A big huge

 

Me to